#------------------------------------------------------------------------------
#$Date: 2016-02-14 06:40:26 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176432 $
#$URL: svn://www.crystallography.net/cod/cif/7/02/01/7020178.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7020178
loop_
_publ_author_name
'Bouamaied, Imenne'
'Constable, Edwin C.'
'Housecroft, Catherine E.'
'Neuburger, Markus'
'Zampese, Jennifer A.'
_publ_section_title
;
 Stereochemistry controlled by an asymmetric sulfur atom, and a rare
 example of a kryptoracemate.
;
_journal_issue                   34
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              10276
_journal_page_last               10285
_journal_paper_doi               10.1039/c2dt30892d
_journal_volume                  41
_journal_year                    2012
_chemical_formula_moiety         'C17 H14 N2 O2 S'
_chemical_formula_sum            'C17 H14 N2 O2 S'
_chemical_formula_weight         310.37
_chemical_name_systematic
;
?
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 109.002(16)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   32.941(7)
_cell_length_b                   6.1326(9)
_cell_length_c                   15.569(3)
_cell_measurement_reflns_used    4993
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      54.35
_cell_measurement_theta_min      6.07
_cell_volume                     2973.8(10)
_computing_cell_refinement       'Stoe IPDS'
_computing_data_collection       'Stoe IPDS'
_computing_data_reduction        'Stoe IPDS'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Stoe IPDS'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1010
_diffrn_reflns_av_sigmaI/netI    0.0407
_diffrn_reflns_limit_h_max       40
_diffrn_reflns_limit_h_min       -40
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            28003
_diffrn_reflns_theta_full        26.35
_diffrn_reflns_theta_max         26.35
_diffrn_reflns_theta_min         2.62
_exptl_absorpt_coefficient_mu    0.226
_exptl_absorpt_correction_T_max  0.9977
_exptl_absorpt_correction_T_min  0.8763
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(Blessing 1951)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.386
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1296
_exptl_crystal_size_max          0.60
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.01
_refine_diff_density_max         0.201
_refine_diff_density_min         -0.408
_refine_diff_density_rms         0.045
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.086
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     200
_refine_ls_number_reflns         3026
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.086
_refine_ls_R_factor_all          0.0441
_refine_ls_R_factor_gt           0.0382
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0427P)²+1.8925P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0943
_refine_ls_wR_factor_ref         0.0981
_reflns_number_gt                2691
_reflns_number_total             3026
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c2dt30892d.txt
_cod_data_source_block           ib57
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 
;
_cod_original_cell_volume        2973.7(10)
_cod_original_sg_symbol_Hall     -C2yc
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               7020178
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
S1 S 0.244073(11) 0.15713(6) 0.34729(2) 0.03194(13) Uani 1 1 d .
O1 O 0.22500(4) 0.3310(2) 0.38307(9) 0.0451(3) Uani 1 1 d .
O2 O 0.22873(3) 0.1201(2) 0.25075(7) 0.0401(3) Uani 1 1 d .
N1 N 0.35704(5) 0.7066(3) 0.55701(11) 0.0465(4) Uani 1 1 d .
N2 N 0.38841(4) 0.2487(2) 0.44715(9) 0.0337(3) Uani 1 1 d .
C1 C 0.37440(7) 0.8739(3) 0.61149(14) 0.0514(5) Uani 1 1 d .
H1A H 0.3558 0.9730 0.6272 0.062 Uiso 1 1 calc R
C2 C 0.41810(7) 0.9100(3) 0.64611(13) 0.0512(5) Uani 1 1 d .
H2A H 0.4293 1.0312 0.6845 0.061 Uiso 1 1 calc R
C3 C 0.44503(6) 0.7666(3) 0.62375(14) 0.0512(5) Uani 1 1 d .
H3A H 0.4752 0.7867 0.6471 0.061 Uiso 1 1 calc R
C4 C 0.42785(6) 0.5923(3) 0.56695(12) 0.0444(4) Uani 1 1 d .
H4A H 0.4460 0.4919 0.5503 0.053 Uiso 1 1 calc R
C5 C 0.38363(5) 0.5680(3) 0.53501(10) 0.0353(3) Uani 1 1 d .
C6 C 0.36286(5) 0.3869(3) 0.47233(10) 0.0336(3) Uani 1 1 d .
C7 C 0.31824(5) 0.3664(3) 0.44254(10) 0.0344(3) Uani 1 1 d .
H7A H 0.3007 0.4634 0.4627 0.041 Uiso 1 1 calc R
C8 C 0.30061(5) 0.2002(3) 0.38282(10) 0.0318(3) Uani 1 1 d .
C9 C 0.32612(5) 0.0593(3) 0.35356(10) 0.0354(3) Uani 1 1 d .
H9A H 0.3138 -0.0527 0.3109 0.043 Uiso 1 1 calc R
C10 C 0.37064(5) 0.0869(3) 0.38877(10) 0.0322(3) Uani 1 1 d .
C11 C 0.40043(5) -0.0667(3) 0.36519(10) 0.0333(3) Uani 1 1 d .
C12 C 0.44456(5) -0.0269(3) 0.39514(12) 0.0427(4) Uani 1 1 d .
H12A H 0.4556 0.1017 0.4287 0.051 Uiso 1 1 calc R
C13 C 0.47240(6) -0.1745(3) 0.37611(14) 0.0495(4) Uani 1 1 d .
H13A H 0.5024 -0.1465 0.3973 0.059 Uiso 1 1 calc R
C14 C 0.45712(6) -0.3608(3) 0.32703(13) 0.0488(4) Uani 1 1 d .
H14A H 0.4764 -0.4612 0.3143 0.059 Uiso 1 1 calc R
C15 C 0.41353(6) -0.4002(3) 0.29650(13) 0.0482(4) Uani 1 1 d .
H15A H 0.4027 -0.5278 0.2620 0.058 Uiso 1 1 calc R
C16 C 0.38550(5) -0.2552(3) 0.31572(12) 0.0411(4) Uani 1 1 d .
H16A H 0.3556 -0.2852 0.2947 0.049 Uiso 1 1 calc R
C17 C 0.23988(6) -0.0877(3) 0.40207(13) 0.0439(4) Uani 1 1 d .
H17A H 0.2554 -0.0740 0.4673 0.066 Uiso 1 1 calc R
H17B H 0.2524 -0.2067 0.3769 0.066 Uiso 1 1 calc R
H17C H 0.2096 -0.1192 0.3926 0.066 Uiso 1 1 calc R
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
O1 S1 O2 118.18(7)
O1 S1 C17 109.43(8)
O2 S1 C17 108.42(8)
O1 S1 C8 108.32(7)
O2 S1 C8 108.89(7)
C17 S1 C8 102.45(8)
C1 N1 C5 117.92(16)
C6 N2 C10 119.22(13)
N1 C1 C2 123.19(18)
N1 C1 H1A 118.4
C2 C1 H1A 118.4
C3 C2 C1 118.45(17)
C3 C2 H2A 120.8
C1 C2 H2A 120.8
C2 C3 C4 119.55(18)
C2 C3 H3A 120.2
C4 C3 H3A 120.2
C3 C4 C5 118.37(17)
C3 C4 H4A 120.8
C5 C4 H4A 120.8
N1 C5 C4 122.52(16)
N1 C5 C6 116.13(14)
C4 C5 C6 121.34(15)
N2 C6 C7 122.64(14)
N2 C6 C5 117.73(13)
C7 C6 C5 119.63(14)
C8 C7 C6 117.32(14)
C8 C7 H7A 121.3
C6 C7 H7A 121.3
C7 C8 C9 121.23(14)
C7 C8 S1 119.24(12)
C9 C8 S1 119.45(12)
C8 C9 C10 117.90(14)
C8 C9 H9A 121.0
C10 C9 H9A 121.0
N2 C10 C9 121.63(14)
N2 C10 C11 117.14(13)
C9 C10 C11 121.20(14)
C16 C11 C12 118.26(15)
C16 C11 C10 121.37(14)
C12 C11 C10 120.34(15)
C13 C12 C11 120.22(17)
C13 C12 H12A 119.9
C11 C12 H12A 119.9
C14 C13 C12 120.85(16)
C14 C13 H13A 119.6
C12 C13 H13A 119.6
C13 C14 C15 119.26(16)
C13 C14 H14A 120.4
C15 C14 H14A 120.4
C14 C15 C16 120.41(17)
C14 C15 H15A 119.8
C16 C15 H15A 119.8
C15 C16 C11 120.99(16)
C15 C16 H16A 119.5
C11 C16 H16A 119.5
S1 C17 H17A 109.5
S1 C17 H17B 109.5
H17A C17 H17B 109.5
S1 C17 H17C 109.5
H17A C17 H17C 109.5
H17B C17 H17C 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
S1 O1 1.4388(12)
S1 O2 1.4393(12)
S1 C17 1.7542(18)
S1 C8 1.7814(15)
N1 C1 1.336(2)
N1 C5 1.342(2)
N2 C6 1.340(2)
N2 C10 1.344(2)
C1 C2 1.381(3)
C1 H1A 0.9500
C2 C3 1.372(3)
C2 H2A 0.9500
C3 C4 1.385(3)
C3 H3A 0.9500
C4 C5 1.386(2)
C4 H4A 0.9500
C5 C6 1.490(2)
C6 C7 1.396(2)
C7 C8 1.374(2)
C7 H7A 0.9500
C8 C9 1.382(2)
C9 C10 1.399(2)
C9 H9A 0.9500
C10 C11 1.490(2)
C11 C16 1.388(2)
C11 C12 1.396(2)
C12 C13 1.387(2)
C12 H12A 0.9500
C13 C14 1.376(3)
C13 H13A 0.9500
C14 C15 1.379(3)
C14 H14A 0.9500
C15 C16 1.383(2)
C15 H15A 0.9500
C16 H16A 0.9500
C17 H17A 0.9800
C17 H17B 0.9800
C17 H17C 0.9800
